World number one Medvedev fought back from a set down to defeat Aslan Karatsev 3-6 6-4 6-2 and advance to a quarter-final against fifth seed Roberto Bautista Agut, who was granted a walkover after Nick Kyrgios pulled out with an abdominal issue.
The Russian got just 48 per cent of his first serves in during a blustery opening set before improving to 68 per cent in the second and controlling the decider as Karatsev struggled with injury.
"It was tough to play [in] rhythm. It felt like many points were just whoever managed to put the ball in the court was going to win the point," Medvedev said of the tricky conditions.
"It was not easy but I'm happy to win because that's the most important [thing].
"Last year was amazing. I played great tennis. Hopefully I can do the same this year. I like it here in Mallorca, so hopefully I can stay as long as possible in the tournament."
Alongside Medvedev and Bautista Agut, Stefanos Tsitsipas is the only other seed left in the draw after he overcame Ilya Ivashka 6-4 6-4.
Denis Shapovalov was a 6-4 6-1 loser against Benjamin Bonzi, Pablo Carreno Busta went down 6-3 6-4 to Antoine Bellier and Sebastian Baez's meeting with Daniel Altmaier ended in a 6-2 2-6 6-4 defeat for the Argentine.
At the Eastbourne International, second seed Sinner suffered a 6-3 3-6 6-3 loss to Tommy Paul as he made his return from a knee injury sustained at the French Open.
World number 13 Sinner remains without a grass-court win in his ATP Tour career, while Paul will next face defending champion Alex de Minaur, who overcame Lorenzo Sonego 7-6 (7-3) 6-2 in a repeat of last year's final.
Jack Draper defeated fourth seed Diego Schwartzman 7-5 7-6 (7-3) to advance to the quarter-finals and Cameron Norrie cruised past Brandon Nakashima in straight sets.
There were also wins for Maxime Cressy, Alexander Bublik and Taylor Fritz.
The world number one was forced to save a set point in a tight opener before rallying in a tie-break and sailing through the second set in a 7-6 (7-3) 6-3 win.
Despite falling to a shock defeat to Tim van Rijthoven in 's-Hertogenbosch last week, Medvedev is now 14-2 on grass since a first-round exit at Halle last year, and was delighted to make up for 2021's performance on one of his favoured surfaces.
"I didn't play well in Halle last year, so I'm happy that this year I managed to raise my level," he said after the win.
"As I've always said, I love playing on grass, so I'm happy to show to myself that I'm capable of being in the final of one of the greatest tournaments, especially on grass, and of course I'm looking forward to tomorrow."
Standing between Medvedev and the second grass-court title of his career is Hurkacz, who required two tie-breaks to edge a thrilling contest with Nick Kyrgios, winning 4-6 7-6 (7-2) 7-6 (7-4).
Elsewhere, last year's Wimbledon runner-up Matteo Berrettini remains on course for back-to-back titles at the Queen's Club Championships after a straight-sets win over Botic van de Zandschulp in the final four.
Berrettini overcame a rain stoppage to secure his eighth consecutive victory, securing a 6-4 6-3 win, and delighted after triumphing in challenging conditions.
"It was a really tough match. We stopped for the rain. I had a lot of chances. It was windy again and really tough to play, but I definitely think it was the best match of the week, so I am really happy and looking forward to the final," the Italian said.
Berrettini will face world number 48 Filip Krajinovic in Sunday's final, after the Serb cruised past 2014 US Open champion Marin Cilic 6-3 6-3.
The Russian, returning to hard-court tennis in Mexico this week ahead of his US Open title defence, pulled away after an injury timeout late in the first set to comfortably triumph against the 12th-ranked Briton.
Medvedev won every game after the timeout, taken for treatment on a hand issue, after scores were locked at 5-5, with both players having broken serve in the first set.
The third-seeded defending champion had no answers in a lopsided second set which only lasted 26 minutes.
This year's Australian Open runner-up, playing in his fourth final of the season, sent down 5-0 aces and converted six of 10 break points for the match to secure his 14th career title. He was exceptional on serve, with a 67 per cent first-serve win percentage.
The triumph capped an excellent week for Medvedev, who did not drop a set across five wins.
"Every match was very good, but the final match is always special," Medvedev said on court after the match. "It's always a high-level match and I'm really happy I managed to show some good levels and play some good shots."
Wimbledon finalist Nick Kyrgios will take on unseeded Japanese Yoshihito Nishioka in the Washington Open final on Sunday after maintaining his unblemished record at this year's event with a 7-6 6-3 victory over Mikael Ymer on Saturday.
Kyrgios, who won in Washington DC in 2019, had played twice on Friday following rain delays on Thursday but found his passage through with 10 aces including one on match point to secure victory in one hour and 34 minutes.
"I didn’t play anywhere near my best tennis today," Kyrgios said. "I served pretty solid, but from the back of the court I didn’t play well at all. I'm just happy to be in the final once again."
Kyrgios is yet to drop serve throughout this year's tournament and has knocked off seeds Francis Tiafoe, Reilly Opelka and Tommy Paul along the way.
The Australian will take on Nishioka who stunned top seed Andrey Rublev 6-3 6-4 in one hour and 20 minutes to secure a spot in his third career final, beating a top 10 opponent for the third time in his career.
Rublev blasted 21-8 winners but also hit 31-14 unforced errors, with the Japanese's consistency proving enough for victory.
The three-time major winner stunned Stefanos Tsitsipas in the previous round – his first win over a top-five opponent in six years – and followed that up with another fine victory.
Murray, who last contested a final on grass when winning Wimbledon for a second time, prevailed 7-6 (7-5) 6-2 against Kyrgios.
He moves up to 47th in the live ATP rankings – the first time he has been in the top 50 since May 2018 – and will face Matteo Berrettini in what will be his 70th career final.
Aiming to keep alive his hopes of a ninth career title on grass, Murray saved both break points faced in the first set and showed good resolve to edge Kyrgios in the tie-break.
The second set was not as tightly contested, with the 35-year-old showing few signs of fatigue as he twice broke Kyrgios' serve to reach Sunday's final in Germany.
Berrettini had earlier defeated Oscar Otte 7-6 (9-7) 7-6 (7-5) to reach his first tour-level final of an injury-hit season.
The world number 10 fired 18 aces en route to overcoming home favourite Otte in a time of one hour and 48 minutes.
"I am really happy," Berrettini said in his on-court interview. "Arriving at the tournament, that was the goal [to reach the final].
"From thinking about it and actually making it is a big difference. I am happy I am here and have another chance to play another final after months without playing.
"This means this is my level and I have proved once again I am comfortable at this level and on this surface. I really like it here at Stuttgart."
The three-time Grand Slam champion, who reached the Surbiton Open semi-finals last week, recovered from a slow start before wrapping up a commanding 6-4 6-3 victory in Stuttgart.
Having missed the French Open to focus his efforts on Wimbledon, Murray lost the opening three games of his clash with the Australian qualifier.
However, the former world number one responded in style, breaking his opponent four times on the way to setting up a last-16 clash with Alexander Bublik.
Bublik, the seventh seed, hit 19 aces and won 36 out of 42 points on his first serve as he overcame Denis Kudla 7-6 (7-3) 7-5.
Nick Kyrgios recorded an impressive 18 aces in his 7-6 (7-3) 6-3 win over Jiri Lehecka, but eighth seed Ugo Humbert was ousted 4-6 7-6 (7-4) 6-4 by compatriot Arthur Rinderknech.
Meanwhile, Botic van de Zandschulp and Tommy Paul were among the seeds to fall at the Rosmalen Grass Court Championships.
Sixth seed Van de Zandschulp went down 4-6 6-2 6-1 against Finland’s Emil Ruusuvuori, and seventh seed Paul was beaten 6-7 (7-4) 7-6 (7-5) 7-6 (7-2) by American compatriot Brandon Nakashima.
But there were no such problems for Karen Khachanov. The world number 23 won 28 out of 30 points on his first serve as he downed Alejandro Tabilo 6-3 6-3.
Murray had been due to face Kyrgios in an enticing first-round clash in North Carolina, only for the Australian to pull out due to a knee issue.
Former world number one Murray was then drawn against a lucky loser from qualifying, which had only been completed shortly before Murray was due to go on court on Sunday.
The tight turnaround prompted Pierre-Hugues Herbert and Max Purcell to decline the chance to take on Murray, while another option, Yosuke Watanuki, ended up with a direct path to the main draw.
Home hope Noah Rubin, who played his college tennis at the same venue having competed for Wake Forest University, stepped in shortly after his qualifying defeat to Lucas Pouille.
Despite Rubin's best efforts, the challenge proved too much for him as Murray swept to a 6-2 6-0 win, capping a bizarre evening for the three-time grand slam champion.
"It is, by far, the strangest situation I've ever been in before a match on tour," said Murray. "It's pretty rare that you experience something new when you're 17 years into your career.
"I sort of knew at 6:15 that Nick wasn't going to play, but the qualifying was still going on. I was told that if I played a lucky loser, I would play this evening, but if I played against a qualifier the match would be suspended until tomorrow [Monday].
"Then I was told that I drew a lucky loser and I was going to be playing this evening against Pierre-Hugues Herbert, that was like 15-20 minutes after the last qualifying match finished, then Herbert decided he didn't want to play.
"Then they went down the list and none of them, Purcell and Watanuki, they didn't want to play either. And Rubin, who had obviously just finished playing 20 minutes beforehand said, 'yeah I'll do it. I'll play'.
"I kind of had like three opponents in the space of 45 minutes, I was warming up for the match to start at seven and then stopped and then prepared to play Herbert then he didn't want to play then Noah obviously decided but he'd just finished so it was a break and it was just very, very odd sort of 45 minutes, an hour before we went on."
Murray is due to face 13th seed Frances Tiafoe in the second round.
Nadal overcame a strong start and comeback from Nick Kyrgios to eventually win 7-6(6-0) 5-7 6-4 in the opening quarter-final, before Alcaraz beat defending champion Cameron Norrie 6-4 6-3.
The Spaniard extended his unbeaten run in 2022 to a staggering 19-0, but the win was not without its share of controversy against the fiery Kyrgios.
A shutout tie-break to end the first was followed by a fiery resurgence from Kyrgios, before he eventually collapsed in the third set and nearly hit a ball kid at the end of the match, when the 26-year-old smashed his racquet in frustration before it bounced up dangerously.
Similarly to his fourth-round win over Reilly Opelka, Nadal used all of his tactical nous to nullify Kyrgios’ serve and power, frustrating his opponent to eventually claim the victory.
"It's difficult to play against him [Kyrgios], always tough because he changes the dynamic of the point very quick and his serve is huge, especially the first serve," Nadal said afterwards.
"I think I played a good third set. Returning better, I was solid with the serve. I just suffered in one game with my serve.
"Nick is one of these kinds of players that you’re going to have problems when he’s motivated."
It was a carbon copy of recent matches between the two, with Nadal eventually waiting for Kygrios’ collapse and pouncing. He now leads their head-to-head battle 6-3.
The win set up an exciting match-up with Spanish starlet Alcaraz, who was brimming with confidence against Norrie in the night game.
The 18-year-old gave the Indian Wells defending champion problems with his characteristically flat two-handed backhand, before opening up the shoulders on the forehand side as the game progressed.
It made up for the fact he only won 59 percent of points on first serve, converting on five of his nine break point attempts.
His stroke play from the baseline was at times thrilling, particularly to set up 15-30 in the fourth game before immediately breaking Norrie back.
A two-time champion of the event, top seed Nadal cruised past Spanish compatriot Pablo Andujar 6-3 6-2 on Tuesday.
In competitive action for the first time since the Australian Open, Nadal needed just 90 minutes to post his fourth victory in as many meetings with Andujar.
Zverev, the second seed at the ATP 500 tournament, survived an early battle before getting past Jason Jung 7-6 (8-6) 6-1.
Last year's runner-up, Zverev served 12 aces and broke four times in his victory.
Kyrgios beat Zverev in the final in 2019, but the Australian lasted just 31 minutes in the first round.
Ugo Humbert took the first set 6-3 when Kyrgios retired due to a wrist injury, the 24-year-old receiving some boos as he left the court.
Kyrgios was the only seed to fall as Felix Auger-Aliassime, John Isner, Grigor Dimitrov and Dusan Lajovic advanced at the hard-court tournament.
Taylor Fritz, Pedro Martinez and Kwon Soon-woo were also among the winners.
At the Chile Open in Santiago, seeds Juan Ignacio Londero, Federico Delbonis and Thiago Monteiro all got through their first-round matches.
Nadal displayed an abundance of tactical nous, nullifying the American’s big hitting and service game to emerge the 7-6(6-3) 7-6(7-5) winner.
Along with a 76 percent first-serve rate, Opelka hit more winners with 26 for the match, but the 35-year-old Spaniard was able to grind out points from the baseline with his trademark heavy topspin. As a result, Nadal’s winner/unforced error differential was +14 in comparison to Opelka’s +1.
"He is one of the toughest opponents on tour," Nadal said post-match. "It is very tough to control his weapons with his serve and forehand.
"I think I played my best match of the tournament so far today. I am very pleased with how I was able to win the match, with two difficult tie-breaks. This victory means a lot to me."
The highest ranked player left in the draw, Nadal will now face Nick Kyrgios, who progressed to the quarter-finals after Jannik Sinner withdrew with illness.
Matteo Berrettini made a shock exit, meanwhile, losing 6-3 6-7(5-7) 6-4 to unseeded Serbian Miomir Kecmanovic.
The Italian world number six was put under constant pressure, with Kecmanovic targeting his backhand and hovered the baseline to close the angles on serve.
The 22-year-old’s only other top 10 victory came against Alexander Zverev, also the world number six then, at Cincinnati in 2019. He will now face Taylor Fritz, who defeated Alex de Minaur 3-6 6-4 7-6(7-5).
Also on Wednesday, Grigor Dimitrov edged past John Isner 6-3 7-6(8-6). In his unique style, the Bulgarian 33rd seed came up with the shot of the day, flicking a forehand pass across the visibly stunned Isner.
He will face Andrey Rublev, who defeated Hurbert Hurkacz 7-6(7-5) 6-4. In Wednesday’s other results, Carlos Alcaraz Garfia comfortably defeated Gael Monfils 7-5 6-1, while Cameron Norrie accounted for Jenson Brooksby 6-2 6-4.
The second seed played though the pain barrier in beating Taylor Fritz in a five-set thriller in Wednesday's quarter-final, but he later admitted he was unsure if a troublesome abdominal issue would clear up in time for Friday's semi-final.
Nadal appeared on the practice courts on Thursday, despite tests reportedly revealing he had a seven-millimetre abdominal tear, though it ultimately proved in vain as he announced at a news conference later in the day that his match with Kyrgios would not go ahead.
While disappointed at being denied the chance of winning a first calendar Grand Slam, having already won the Australian Open and French Open this year, the 22-time major winner feels he had no choice.
"Unfortunately, as you can imagine, I am here because I have to pull out from the tournament," he said. "As everyone saw yesterday, I have been suffering with a pain in the abdominal [area] and something was not okay there.
"That is confirmed, I have a tear in the muscle and the communication is too late. I was thinking the whole day, I was thinking about the decision to make, but I think it doesn't make sense to go, even if I try through my career to keep going.
"It is very tough circumstances but it is obvious if I keep going the injury will be worse and worse. I never thought about the calendar slam, I thought about my diary and my happiness.
"I don't want to go out there and not be competitive enough to play at my best. The most important thing to me is happiness over a title."
Nadal showed incredible mental and physical resilience to dig deep and see off first-time grand slam quarter-finalist Fritz 3-6 7-5 3-6 7-5 7-6 (10-4), despite being a set down when calling for a medical time-out on Centre Court.
"I make this decision because I don't believe I can win two matches under the circumstances. It is not only I can't serve at the right speed, it is I can't do the normal movement to serve," Nadal added of his decision to pull out.
"After that, to imagine myself winning two matches and for respect for myself in some way, I don't want to go out there and not be competitive enough to play at the level I need to play to achieve my goals."
Kyrgios will now receive a bye through to a first grand slam final, where either Cameron Norrie or Novak Djokovic await on Sunday.
As for Nadal, he is hopeful of returning to action within "two-to-three weeks", meaning he will have time to get back up to speed in time for the US Open, which begins on August 29.
"My goal is to go to the Montreal Masters [on August 5]," Nadal said. "Injuries are part of my career. I saw myself with options to win the title, but you have to accept things as they come."
After being called out for a time violation when serving in his second-round match against Frenchman Gilles Simon, Kyrgios began acting up as he mimicked some of the between-point twitches Nadal is known to express.
His unspoken point appeared to be that world number one Nadal gets an easy ride from umpires given the time he can take to settle before serving.
Chuntering and flicking at his hair, grabbing at his shorts, Kyrgios' obvious impersonation of Nadal even amused the chair umpire who had issued the time violation.
That was towards the end of the second set, and Simon tried a similar routine in the third when he too was picked up on his time between points, with Kyrgios creasing up in amusement.
Nadal may privately take a dim view, and it might strengthen his resolve to knock Kyrgios out of the tournament should they meet in the fourth round.
They are each a win away from making that head-to-head a reality, and when asked about Kyrgios' conduct, Nadal said: "I really don't care. I am here to play tennis. Honestly, I don't care at all. If [it] was funny, good. That's it."
Kyrgios was asked whether he thought he made his point well to the umpire.
"I know what you're getting at," the Australian said in his post-match news conference.
"That’s part of my motion. So I started my service motion. There wasn't any extracurricular activities I was doing before my serve to waste time. I mean, it happened. That's the ref's discretion whether I went over the clock or not."
Kyrgios then made a revelation after he was asked whether his or Simon's take on Nadal was the better.
"I don't know. I don't wear underwear, so... probably Gilles'," Kyrgios said.
Such behaviour may charge up Nadal for their possible showdown, but it was little more than an amusing aside in a four-set win for Kyrgios.
The 23rd seed knows he must keep his cool in Melbourne, given he received a suspended 16-week ban last September for a series of incidents where his conduct overstepped the line, but he insists that prospect is not on his mind.
"There were a couple times when I went overboard, I think, last year which caused the probation. It's not like I'm doing it every match," Kyrgios said. "No, I'm not thinking about it at all."
Kyrgios was unhappy with himself, however, for aiming a brutal verbal volley towards his team in the players' box after dropping the third set, when he slated their words of support.
According to reports, Kyrgios condemned his team for telling him to "stay tough", twice hurling an expletive their way and sarcastically saying their suggestion was "so creative".
"My behaviour towards my box tonight was not acceptable. In my next match, I don't want to do that," Kyrgios said.
"I was being a bit of a d***head to them. I apologised as soon as I went back into the locker room. They don't deserve that. They do a lot of things for me on and off the court."
Nadal played through the pain barrier in a mammoth four-hour quarter-final clash with Taylor Fritz on Wednesday, regularly being checked over by his physio during a 3-6 7-5 3-6 7-5 7-6 (10-4) win on Centre Court.
The Australian Open and French Open champion admitted in the aftermath of that success he was "worried" about the prospect of having to withdraw from the tournament, adding: "I don't know [if I will be able to play] – I am going to have some more tests, but it is difficult to know."
Nadal appeared on the practice courts on Thursday in a bid to find a way of competing but was unable to serve at full power, and reports said tests had revealed a 7mm abdominal tear.
The 36-year-old's efforts were ultimately in vain as he confirmed he was pulling out at a news conference later on Thursday, meaning Kyrgios advances to a first major final.
Tennis' Grand Slam Board announced this week that first-to-10 tie-breaks will be trialled across all grand slams with immediate effect, as a means of providing "greater consistency" to matches which go the distance.
Previously, each grand slam was free to adopt its own rules for deciding longer matches, with the Australian Open the only one to use first-to-10 tie-breaks at 6-6 in a deciding set.
Wimbledon, for example, used a first-to-seven tie-break to decide final sets which reached 12-12.
Speaking after dispatching Reilly Opelka in straight sets at the Indian Wells Masters, Nadal, who will look to add to his Australian Open triumph in the year's other three majors, explained he was not for or against the changes.
The 35-year-old also, however, predicted the alterations would have a bigger impact at Wimbledon than at the French Open, which he could win for a 14th time at Roland Garros in May.
"I don't care much, honestly!" said Nadal. "I am not in favour or not against, that's what they decided, and happy with it or not, I don't think I'm going to make a big difference.
"But I read that every [tournament] is going to have the same, and in some ways that's positive.
"I don't think at Roland Garros it will make a big impact. In my opinion the biggest impact is going to be at Wimbledon, [where] sometimes it's so difficult to break serve, so the matches become very long.
"I don't feel that for Roland Garros it will change a lot. Okay, [without the changes] it can be a few more games, but I don't think at Roland Garros you're normally going to go to 22-20. At Wimbledon, that can happen."
The longest men's singles match played at a grand slam, judged by the number of games played, came at Wimbledon in 2010, when John Isner beat Nicolas Mahut 6-4 3-6 6-7 (7-9) 7-6 (7-3) 70-68.
By contrast, the longest men's singles match in French Open history saw Fabrice Santoro beat fellow Frenchman Arnaud Clement 6-4 6-3 6-7 (5-7) 3-6 16-14, in 2004.
After defeating Opelka in his round-of-16 tie at Indian Wells, Nadal will now face Australia's Nick Kyrgios for a place in the semi-finals.
Earlier in the week, the Spaniard became the first-ever player to reach 400 wins at Masters 1000 tournaments by beating Dan Evans in the last 32.
Australian Capital Territory Policing, who did not name Kyrgios directly, confirmed one charge of common assault relating to an incident in December 2021.
A barrister representing the tennis player responded by saying Kyrgios "takes the allegation very seriously" but would not be making an immediate public comment.
Kyrgios is in England, playing at Wimbledon, and is scheduled to face Cristian Garin in the quarter-finals of the competition on Wednesday.
The player's barrister, Jason Moffett, confirmed the charge.
"It's in the context of a domestic relationship," Moffett told the Canberra Times. "The nature of the allegation is serious, and Mr Kyrgios takes the allegation very seriously.
"Given the matter is before the court – he doesn't have a comment at this stage, but in the fullness of time we'll issue a media release."
An ACT Policing spokesperson in Canberra said: "ACT Policing can confirm a 27-year-old Watson man is scheduled to face the ACT Magistrates Court on the 2nd of August in relation to one charge of common assault following an incident in December 2021."
The talented Australian, who won the doubles title at last week's Atlanta Open with compatriot Thanasi Kokkinakis, showed off his imposing serve against Giron. He won the ace count 12-to-four, while converting 82 per cent (28-of-34) of his successful first serves into points.
Earlier in the day, Daniel Evans won an all-English showdown against Kyle Edmund 6-1 6-2, but fellow Englishman Jack Draper was not so lucky against Russia's Andrey Rublev, going down 6-4 6-2.
Winner of the singles title at the Atlanta Open, Jenson Brooksby could not keep his strong form going as he lost 6-4 6-3 to Yoshihito Nishioka. Mackenzie McDonald lost to Brooksby in Atlanta, and he was also bounced in the first round by Finland's Emil Ruusuvuori 1-6 6-4 6-4.
America's Chris Eubanks won a tough three-setter against France's Benjamin Bonzi 3-6 6-3 7-5, and Sebastian Korda passed the test of in-form Ilya Ivashka 6-4 7-6 (7-5).
Veteran Jack Sock got the better of Belgium's David Goffin 7-6 (7-4) 6-4, and the Netherlands' Botic van de Zandschulp fought off frisky Croatian Borna Gojo 7-6 (8-6) 6-7 (5-7) 6-4 to narrowly avoid an upset from a player ranked 170 spots lower.
Meanwhile, at the Los Cabos open in Mexico, Kokkinakis continued his march back up the rankings with a 6-3 6-7 (5-7) 6-2 win against Fernando Verdasco.
Kokkinakis will play American Steve Johnson in the second round after he collected a straight sets 7-6 (7-1) 6-4 win against Argentina's Gonzalo Villanueva.
Romania's Radu Albot defeated Spain's Feliciano Lopez 6-3 6-7 (6-8) 6-3 to book his place in the second round against Australian Jason Kubler, who won his 10th match from his past 12 fixtures to beat Tomas Martin Etcheverry 6-7 (4-7) 6-3 6-1.
The only Mexican in the draw, Alex Hernandez, made the most his wildcard to win his first tour-level match, defeating Nicolas Barrientos 3-6 6-4 6-4 to become the first Mexican player to win at Los Cabos.
Facundo Bagnis was the only of the three Argentines to make it through, with a 6-3 6-1 win over Ernesto Escobado, Brandon Nakashima defeated Kaichi Uchida 7-6 (7-1) 6-2, and Jordan Thompson rounded out the day's action with a comfortable 6-3 6-0 triumph over Yannick Hanfmann.
Australian Kyrgios was described by four-time grand slam winner Osaka as possessing an "unmatched style", while her business partner Stuart Duguid said the controversial ATP Tour player was "absolutely the icon" for young tennis fans.
Osaka and Duguid, her long-time agent, announced the Evolve agency in May as both left IMG.
Kyrgios, the extravagantly gifted world number 45, has won six career titles on the ATP Tour and has a world ranking high of number 13, with many considering him an unfulfilled talent.
The 27-year-old won the Australian Open doubles title alongside countryman Thanasi Kokkinakis in January, and in singles he has reached consecutive semi-finals in his past three tournaments in Houston, Stuttgart and Halle.
Osaka told Boardroom.TV that Kyrgios "embodies the types of athletes we want to work with".
"He's got an unmatched style, passion and personality that is unlike any other in the sport," Osaka added.
Duguid said: "Nick is the most talented and entertaining tennis player on the tour, bar none. His energy is infectious. And love or hate him, you definitely can't keep your eyes off him. For Gen Z and younger, he is absolutely the icon."
While Kyrgios is planning to play at Wimbledon next week, Osaka will be absent, with the former world number one troubled by an Achilles injury.
The Australian former world number 11 has taken time off from the professional circuit due to injury, filling in his time by working at the grand slam for Eurosport.
He wrote on Wednesday in Australian newspaper The Age that he is now seriously considering retirement.
“I’m at a crossroads in my career and have reached a point where life after tennis is a prospect that excites me,” he wrote.
His words come hours after he conducted his first on-court interview of the Australian Open on Tuesday night, speaking to 24-time grand slam winner Novak Djokovic.
But, despite enjoying his time in the commentator’s box, the 28-year-old says he still feels the urge to play.
“Over the past week being at Melbourne Park for the Australian Open, I’ve been happy,” he said.
“Of course, there’s a part of me watching on that would love nothing more than to be out there.
“I know I can be one of the best in the world and win major tournaments – if my body lets me.
“The fire still burns, but it’s not my everything.”
Kyrgios attempted a comeback in June. However, his return only lasted one match thanks to continuing knee and wrist injuries.
Kyrgios said a return to the professional circuit has not been totally ruled out, but he stressed he will not put his name forward to represent Australia at the Paris 2024 Olympics.
In the singles, Kyrgios' serve was overpowering against his Japanese opponent, winning 76 per cent (38-of-50) of his points on serve, and saving the only break point opportunity he faced, which came early in the opening set.
His return game was also sharp, collecting breaks of serve in the first game of each set to snatch all the momentum and keep Nishioka on the back foot and chasing all day.
Kyrgios finished with 12 aces to Nishioka's three, and finished the match just like he started it with a break of serve.
It caps off a tournament where he dropped only one set in his six matches – against Frances Tiafoe in the quarter-final – to win his first singles title since this same event back in 2019.
Just a few hours later, Kyrgios was back on the court with Sock contesting the doubles final, with the pair saving both break points they faced.
After an even start, Kyrgios and Sock broke late in the first set, and then struck again to break in the opening game of the second set, going on to serve things out comfortably, never allowing Dodig and Krajicek to even reach deuce against their serve.
In doing so, Kyrgios became the first player to ever sweep both the singles and doubles in Washington.
He only had one doubles title before this season – back at the Lyon Open in 2018, also partnered with Sock – but Kyrgios has now won three in the past eight months, emerging triumphant with fellow Australian Thanasi Kokkinakis at both the Australian Open and last month's Atlanta Open.
The 28-year-old has played only one match in 2023, on grass in Stuttgart in June, and his withdrawal appeared inevitable when his name was absent from the entry list for next month’s tournament.
“This is a very disappointing time for me but I won’t be able to compete at the 2024 Australian Open,” Kyrgios said on social media.
“Obviously, heartbreaking. I’ve had so many amazing memories there and I just want to really get back to playing at the top of my game and doing it right, and I need a little more time.”
Kyrgios pulled out on the eve of his first-round match at Melbourne Park in January and revealed he needed knee surgery.
At the time he was optimistic the lay-off would not be too long but it was June when he finally returned, and that proved a false dawn.
Kyrgios, who reached the Wimbledon final in 2022, then withdrew just before the Championships, this time citing a wrist injury, and he has not been seen on a match court since.
Kyrgios, who is currently unranked because of the length of his absence, announced he will be in Melbourne to do media work.
The Australian, who was beaten in last year’s final by Novak Djokovic, had earlier conceded there were “some question marks” over his participation.
In a statement posted on his social media accounts, Kyrgios wrote: “I’m really sad to say that I have to withdraw from Wimbledon this year.
“During my comeback, I experienced some pain in my wrist during Mallorca. As a precaution I had it scanned and it came back showing a torn ligament in my wrist.
“I tried everything to be able to play and I am disappointed to say that I just didn’t have enough time to manage it before Wimbledon.”
Kyrgios had been scheduled to begin his campaign against Belgian former quarter-finalist David Goffin on Court One on Monday.
The 28-year-old has been unable to build on his sole grand slam final appearance after withdrawing from the Australian Open in January due to a knee injury which required surgery.
He had played only one match since, a defeat to Wu Yibing in Stuttgart last month, and admitted during his pre-tournament media rounds on Sunday that he was “almost dreading” his return.
“I’m just going to try to do everything I can, prepare, go out there and play some good tennis,” Kyrgios had said. “I feel probably as good as I could feel at the moment.”
